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Kayla Brown
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253 Lookout Road, Pittsfield, VT 05762

$479,000
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BEDS3 BATHS2 full 1 partial SQUARE FEET1,518 MLS#5105259
STATUSActive PROPERTY TYPEResidential - Single Family

Listing Courtesy of: Killington Pico Realty
Agency Phone: 802-422-3600
Associate Name: Kyle Kershner
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Property Description

Nestled among the woods of Pittsfield's coveted Townsend Brook area, this beautifully maintained and thoughtfully updated chalet captures the essence of the quintessential Vermont mountain getaway. Designed in the tradition of a European alpine chalet, the main living level occupies the second floor, maximizing natural light and creating a warm, inviting space for aprs-ski gatherings or quiet evenings by the fire. Recent improvements include an upper-level bump-out with a charming reading nook and convenient powder room, beautiful maple hardwood floors, modern lighting and ceiling fans, and beautifully remodeled bathrooms. An enclosed former storage shed has been transformed into a generous mudroom and first-floor laundry, complete with a wall of built-in cabinetry for skis, bikes, boots, and outdoor gear. A spacious wraparound deck extends the living space outdoors, offering both sunny and shaded spots for morning coffee, al fresco dining, or gathering with friends. Surrounded by the Green Mountains, miles of mountain biking and snowmobile trails are practically at your doorstep, while world-class skiing at Killington and Pico is just minutes away. With easy access from Montreal, Boston, and New York City, this turnkey retreat offers an appealing combination of comfort, recreation, and value - equally suited to weekend escapes, investment income, or year-round living.

253 Lookout Road | MLS# 5105259

This single family home located at 253 Lookout Road, Pittsfield, VT 05762 is currently listed for sale with an asking price of $479,000. This property was built in 1975 and has 3 bedrooms and 2 full and 1 partial baths with 1518 sq. ft. Search Pittsfield real estate on kaylabrown.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Crawl Space
Cooling: Wall AC Units, Mini Split
Garage: 1
Heating: Baseboard, Electric
Home Style: Chalet
Lot Size: 1.80 Acres
Roof Type: Architectural Shingle, Standing Seam
Stories: 1.5
Taxes: $5,734
Year Built: 1975

Amenities

Ceiling Fan
Dining Area
Gas Fireplace
Natural Woodwork
Vaulted Ceiling
Deck
Shed

Feature Descriptions

Appliances: Dishwasher, Dryer, ENERGY STAR Qual Dryer, Electric Range, Refrigerator, ENERGY STAR Qual Washer
Baths 1/2: 1
Baths 3/4: 1
Baths Full: 1
Color: Brown
Construction: Wood Frame, Vertical Siding, Wood Siding
Days on Site: 30
Driveway: Gravel
Electric: Circuit Breaker(s)
Equipment: Standby Generator
Exterior: Wood Frame, Vertical Siding, Wood Siding
Flood Zone: No
Flooring: Carpet, Combination, Hardwood, Tile
Foundation: Block
Lot: Wooded, Neighborhood
Number of Rooms: 8
Parking: Driveway, Garage
Road Frontage: 197
Roads: Gravel, Public
Sewer: Private, Septic
Sq. Ft. Above Grade Finished: 1518
Sq. Ft. Total Finished: 1518
Total Stories: 1.5
Water: Drilled Well, Private

Local Schools

High School: Choice
Middle School: Choice
Elementary School: Choice

Listed By / Shown By

Listed By

Agency Name: Killington Pico Realty
Agent Name: Kyle Kershner
Agency Phone: 802-422-3600

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Estimated Payment

$ 1,683.59 per month $1,066.05 Principal & Interest $477.83 Property Tax $139.71 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 09/16/2026. The listing information on this page last changed on 09/16/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Wed 09/16/2026 12:01:28 AM EST) or MLSPIN MLS (last updated Tue 09/15/2026 11:38:29 PM EST) or Prime MLS (last updated Tue 09/15/2026 11:33:29 PM EST) or MREIS (last updated Tue 09/15/2026 11:55:17 PM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data compilation and photo(s) copyright © 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data Last Updated 2026-09-15 23:33:29

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